Anti-human rhinoviral activity of polybromocatechol compounds isolated from the rhodophyta, Neorhodomela aculeata

Mar Drugs. 2012 Oct;10(10):2222-2233. doi: 10.3390/md10102222. Epub 2012 Oct 10.

Abstract

An extract of the red alga, Neorhodomela aculeata, exhibited antiviral activity against human rhinoviruses. Bioassay-guided purification was performed to yield six compounds, which were subsequently identified as lanosol (1) and five polybromocatechols (2-6) by spectroscopic methods, including 1D and 2D NMR and mass spectrometric analyses. Structurally, all of these compounds, except compound 5, contain one or two 2,3-dibromo-4,5-dihydroxyphenyl moieties. In a biological activity assay, compound 1 was found to possess antiviral activity with a 50% inhibitory concentration (IC₅₀) of 2.50 μg/mL against HRV2. Compound 3 showed anti-HRV2 activity, with an IC₅₀ of 7.11 μg/mL, and anti-HRV3 activity, with an IC₅₀ of 4.69 μg/mL, without demonstrable cytotoxicity at a concentration of 20 μg/mL. Collectively, the results suggest that compounds 1 and 3 are candidates for novel therapeutics against two different groups of human rhinovirus.

Keywords: Neorhodomela aculeate; antiviral activity; human rhinovirus; polybromocatechol compounds; red alga.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antiviral Agents / chemistry
  • Antiviral Agents / pharmacology*
  • Catechols / chemistry*
  • Catechols / metabolism
  • Catechols / pharmacology*
  • HeLa Cells
  • Humans
  • Molecular Structure
  • Rhinovirus / drug effects*
  • Rhodophyta / chemistry*
  • Rhodophyta / metabolism*

Substances

  • Antiviral Agents
  • Catechols